2-Acetyl-8-(N,N-diacetylamino)-6-(4-methoxybenzyl)-7-oxo-3-phenyl-2,3-dihydro-7H-[1,2,4]triazolo[4,3-b][1,2,4]triazine

ID: ALA2013092

PubChem CID: 70687458

Max Phase: Preclinical

Molecular Formula: C24H24N6O5

Molecular Weight: 476.49

Molecule Type: Small molecule

Names and Identifiers

Canonical SMILES:  COc1ccc(CC2=NN3C(=NN(C(C)=O)C3c3ccccc3)N(N(C(C)=O)C(C)=O)C2=O)cc1

Standard InChI:  InChI=1S/C24H24N6O5/c1-15(31)27-22(19-8-6-5-7-9-19)28-24(26-27)30(29(16(2)32)17(3)33)23(34)21(25-28)14-18-10-12-20(35-4)13-11-18/h5-13,22H,14H2,1-4H3

Standard InChI Key:  CPWTZWBJBQTKKP-UHFFFAOYSA-N

Molfile:  

     RDKit          2D

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    1.7702   -8.6147    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702   -9.4397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545   -9.8522    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0396   -9.0272    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5550   -9.6968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
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    3.0425   -6.2310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8652   -6.2633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2532   -6.9916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175   -7.6913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.5165   -8.6147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8006   -8.2022    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0545  -10.6772    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3428  -11.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3428  -11.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7702  -11.0897    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7702  -11.9146    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4862  -10.6772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -9.0272    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2771   -8.3155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2771   -9.7431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2307   -9.8525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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  2  3  1  0
  3  4  1  0
  4  5  1  0
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 20 21  1  0
 21 22  2  0
 22 23  1  0
 18 23  2  0
  6 17  1  0
 25 26  2  0
 25 27  1  0
 24 25  1  0
 28 29  2  0
 28 30  1  0
 24 28  1  0
  4 24  1  0
 31 32  2  0
 31 33  1  0
  7 31  1  0
 21 34  1  0
  1  2  1  0
 34 35  1  0
M  END

Alternative Forms

1. Parent:

   

   ALA2013092

   N-acetyl-N-[2-acetyl-6-[(4-methoxyphenyl)methyl]-7-oxo-3-phenyl-3H-[1,2,4]triazolo[4,3-b][1,2,4]triazin-8-yl]acetamide

Molecule Features

Natural Product: No

Oral: No

Chemical Probe: No

Parenteral: No

Molecule Type: Small molecule

Topical: No

First In Class: No

Black Box: No

Chirality: No

Availability: No

Prodrug: No

Calculated Properties

Molecular Weight: 476.49

Molecular Weight (Monoisotopic): 476.1808

AlogP: 1.88

#Rotatable Bonds: 5

Polar Surface Area: 115.19

Molecular Species: NEUTRAL

HBA: 8

HBD: ┄

#RO5 Violations: ┄

HBA (Lipinski): 11

HBD (Lipinski): ┄

#RO5 Violations (Lipinski): 1

CX Acidic pKa: ┄

CX Basic pKa: ┄

CX LogP: 2.19

CX LogD: 2.19

Aromatic Rings: 2

Heavy Atoms: 35

QED Weighted: 0.65

Np Likeness Score: -0.50

References

1. El Massry AM, Asal AM, Khattab SN, Haiba NS, Awney HA, Helmy M, Langer V, Amer A..  (2012)  Synthesis and structure elucidation of novel fused 1,2,4-triazine derivatives as potent inhibitors targeting CYP1A1 activity.,  20  (8): [PMID:22414679] [10.1016/j.bmc.2012.02.041]

Source

Source(1):

• Scientific Literature